Cottage vacation rentals in Greenwood Lake

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Popular amenities for Greenwood Lake cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Mongaup Valley
4.97 out of 5 average rating, 236 reviews

Hot Tub, Playground, 3 Acres, and Much More!

GilbertRating, 5 stars2 weeks ago
Highly recommended — especially for families with young children! The property has everything you could need, and there’s even a charming farm nearby (just be sure to check their hours in advance). The hosts were incredibly responsive and helpful throughout our stay. The house was spotless and had such a welcoming, positive energy. With so much land to explore, you truly don’t need to leave the property if you bring your own food and supplies. We had a wonderful experience and will definitely book again in the future!
Top guest favorite
Cottage in Kerhonkson
4.99 out of 5 average rating, 174 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

EmmaRating, 5 stars3 weeks ago
Danny and Travis are excellent hosts ! The house is gorgeous and extremely clean and well maintained. The kitchen is very well stocked with cooking utensils/ pots which is awesome for people who enjoy cooking (like we do). This is our second time staying here and we absolutely love it and plan to return.
Guest favorite
Cottage in Monticello
4.9 out of 5 average rating, 122 reviews

Lovely Cottage w/ Jacuzzi+Woodstove!

BrianaRating, 5 stars2 weeks ago
Beautiful, cozy, and comfortable cabin. Bilen was extremely clear & communicative with instructions and local recommendations. We especially enjoyed the record player and having access our own private hot tub on the deck, the surrounding woods are gorgeous and many deer friends paid us a visit! Would absolutely recommend, thank you for the lovely stay!
Top guest favorite
Cottage in Hawley
4.99 out of 5 average rating, 178 reviews

Hot Tub, Fire Pit, Minutes to Lake Wallenpaupack

MariaRating, 5 stars3 days ago
We had a wonderful stay. The house was comfortable and cozy. mark was a great host. The location was near everything and there was plenty to do. We definitely will come back next summer. I will recommend Mark’s place to anyone that wants a Pocono getaway.
Top guest favorite
Cottage in Highland Lakes
4.97 out of 5 average rating, 331 reviews

The Mountaintop Lakehouse that Time Forgot.

JuanRating, 5 stars3 days ago
Surprised my girlfriend with a weekend get away for her birthday and she was thrilled. Evelina and John are great host and their place is warm and welcoming. We loved the lake, and the quiet serenity of the location is perfect for a weekend trip from the city. Also loved the kitchen which made cooking in a breeze because how thoughtfully organized it was. Although our stay was short we did find time to take the canoes out explore the lake and take a refreshing dip. Our only complaint was that our stay wasn’t longer, and we’re both looking forward to coming back !
Top guest favorite
Cottage in Beach Lake
4.99 out of 5 average rating, 126 reviews

Driftwood Cottage on Welcome Lake-peaceful retreat

DouglasRating, 5 stars6 days ago
Couldn't have been happier with this cottage. Modern appliances, beautiful surroundings, quiet, gorgeous view overlooking the lake. The kitchen and master bathroom were standouts. Would stay here again. Bob and Julie did a fantastic job communicating before, during, and after the stay.
Guest favorite
Cottage in North Branch
4.94 out of 5 average rating, 135 reviews

Renovated Country Cottage w/ Hot Tub & View

DennisRating, 5 stars4 days ago
This was a nice AirBnB for the area, cozy and felt somewhat secluded despite being viewable from the main road. Perfect for a small dog to roam around on the grassy area, and the hot tub looking out into the back was a nice touch and enjoyable to sit in. We were looking for a relatively short get away from the city, quiet and close enough to things in the area to enjoy, and this fit the bill perfectly. The house was very clean with very clear instructions, and nice touches that made it feel cozy. Highly recommend for 2-4 people, particularly with small dogs.
Guest favorite
Cottage in Boiceville
4.98 out of 5 average rating, 114 reviews

Hot Tub & Chic Catskills Woodstock Design Retreat

JordanRating, 5 stars4 months ago
We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.

Pet-friendly cottage rentals

Guest favorite
Cottage in Gardiner
4.93 out of 5 average rating, 320 reviews

Tiny cottage on DiR mini farm

VictoriaRating, 5 stars2 weeks ago
This was our second visit to this charming cottage and it did not disappoint. Amitai is a wonderful host. He reached out after our check-in to make sure all was well, which it was. The cottage is charming, and the surrounding countryside is gorgeous. Our favorite spot at the cottage is the screened in porch that overlooks a small pond. At night there was a chorus of frogs that was sublime. Minnewaska State Park is a short drive away which we loved! There were a few grass cutters and lawn mowers interrupting the quiet which was unfortunate, but when they stopped the peace and quiet returned, and we were happy.
Top guest favorite
Cottage in Livingston Manor
4.99 out of 5 average rating, 151 reviews

Cozy mountain top home - views, 5acres & a gym.

DarinRating, 5 stars3 weeks ago
Beautiful home in a fantastic setting, loved every moment of our stay. Really enjoyed watching the deer in the morning while having coffee.
Guest favorite
Cottage in Dingmans Ferry
4.95 out of 5 average rating, 421 reviews

The Upper Hill Cottage

DebraRating, 5 stars1 month ago
This is our second stay at Carla’s place! It’s the perfect getaway. The grill was fantastic for dinner and we loved the birding book in the bedroom! The kitchen is adorable and well stocked
Guest favorite
Cottage in Poughkeepsie
4.91 out of 5 average rating, 356 reviews

Be in Nature at this Gorgeous Riverfront Cabin

AaryaRating, 5 stars1 week ago
We loved the place, it was a beautiful home with lots of light and accessible green space. It was perfect for a short getaway. It’s a short drive from nearby towns and was very easy to find based on the directions. Mark was a responsive and accommodating host and we had a wonderful time in his airbnb.
Top guest favorite
Cottage in Boiceville
4.99 out of 5 average rating, 122 reviews

Magnolia Cottage

JenniferRating, 5 stars2 days ago
We really enjoyed our stay here! The space was clean and cozy. The location was quiet, but also conveniently located within walking-distance to a great bakery and a craft beer/snack store. Highly recommend this stay!
Top guest favorite
Cottage in Narrowsburg
4.98 out of 5 average rating, 179 reviews

Cozy Cottage in Popular Narrowsburg

JaimeRating, 5 stars4 weeks ago
We loved staying here. It was the perfect place - quiet, beautiful, spacious. Would definitely stay here again. The house photos are accurate and the host communicated well.
Guest favorite
Cottage in High Falls
4.97 out of 5 average rating, 102 reviews

The Carriage House

EmileRating, 5 stars1 month ago
We had a wonderful stay at The Carriage House and would definitely book it again. It felt like a true escape from city life. Very cozy and comfortable and had everything we needed. The house was perfectly located near High Falls, Accord and Stone Ridge so we got to eat at great places and explore each of the towns without needing to spend much time in the car. Would recommend this place for anyone looking to spend some time in that area. It was truly a lovely experience.
Superhost
Cottage in Rhinebeck
4.93 out of 5 average rating, 289 reviews

Ridgetop 2 Br Cabin- Views, 130acre forest & falls

EliasRating, 5 stars2 weeks ago
Rick’s place is great, a nice porch area and two comfortable bedrooms, and the AC is powerful for hot summer evenings. Rick was an excellent communicative host who was at the ready to help out with any issues we had. The only thing, and perhaps I misread something, but I thought it would be more secluded, the 130 acres threw me off. Still, it’s very private and I would recommend this place for your visit to Rhinebeck etc.

Private cottage rentals

Guest favorite
Cottage in Livingston Manor
4.97 out of 5 average rating, 195 reviews

Catskills Cozy Retreat:Comfy Beds, Firepit, & More

WilliamRating, 5 stars3 weeks ago
Had a wonderful stay at Michael’s place. Quiet and centrally located to fishing spots we planned to go to. Would highly recommend and hopefully plan a return trip next year.
Guest favorite
Cottage in Clintondale
4.97 out of 5 average rating, 315 reviews

Old Mill Cottage - Upstate Mountain Views

MonicaRating, 5 stars3 days ago
I’m so glad we stayed there! We had a beautiful breakfast on the deck one day and looked at all the stars at night. Perfect place.
Top guest favorite
Cottage in Cortlandt
4.99 out of 5 average rating, 198 reviews

The Little Cottage in the Woods

RosannaRating, 5 stars1 week ago
Joanne & Rick’s place is fantastic. The pictures don’t even do justice at how beautiful the area is. I felt in love at how peaceful and serene it felt. The place was spotless clean which is a plus for me. I didn’t get to explore the area since I was only there to relax and work. Joanne & Rick are very kind and friendly and I cannot wait to go back to stay longer so I can explore the neighborhood and all the recommendations they provided.
Top guest favorite
Cottage in Rhinebeck
4.99 out of 5 average rating, 153 reviews

Fabulous Lemon Cottage in Rhinebeck, NY

LizRating, 5 stars2 weeks ago
By far one of the best airbnbs I have ever stayed at! The cabin was beyond adorable, comfortable, clean, so well decorated and very private. It was so relaxing with great outdoor areas to hang out, places inside to read, comfortable den to watch movies and super comfortable bed. Would definitely come back!!
Superhost
Cottage in Highland
4.9 out of 5 average rating, 627 reviews

Little Yellow Cottage New Paltz - Kitchen wash/dry

HardyRating, 5 stars3 weeks ago
I usually stay in village of New Paltz so was a little apprehensive staying a bit outside of village. But I actually now prefer the situation as it's not that far to all the action and the cottage is amazing, which more than makes up for the minor driving inconvenience. Highly recommend!!
Guest favorite
Cottage in Woodstock
4.95 out of 5 average rating, 425 reviews

Woodstock Mountain Cottage

NicholasRating, 5 stars1 month ago
This cottage was very lovely, cozy, clean, and just a few minutes from the town of Woodstock, but very secluded and peaceful on a beautiful property. The home was exactly as described and had everything you could need for a short stay. I do recommend having 4-wheel drive and a car with good suspension to get up the gravel road leading to the house. Cayenne is a wonderful host - she was extremely kind and easy to communicate with. I would definitely stay here again!
Guest favorite
Cottage in Millbrook
4.95 out of 5 average rating, 214 reviews

Leonardo Lane Cottage

ReadRating, 5 stars1 week ago
It was so nice sleeping to the sound of the river outside. Would definitely go back.
Guest favorite
Cottage in Accord
4.89 out of 5 average rating, 259 reviews

Sweet Cottage on a Farm Road

DougRating, 5 stars3 weeks ago
This was a great little hideaway spot for us while vending at the Field and Supply market in Kingston. Not a bad drive into town. Very peaceful location and the interior looks just like the photos. It’s well described in the listing so read it carefully. We lived in a 1947 travel trailer for 6 years in the Catskills, so we knew all about composting toilets, and knew what to expect. That said, the instructions were clear and it sounds like so much of a bigger deal than it is! I’d say there is a little glamping element to this Airbnb. Again, that’s pretty clear from the listing but those expecting all the luxuries might not be happy! We enjoyed our stay. It’s a great location near a cidery and brewery, and everything in the airbnb is very thoughtfully done.

Destinations to explore